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2'-Hydroxyacetophenone

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Name

2'-Hydroxyacetophenone

EINECS 204-288-0
CAS No. 118-93-4 Density 1.131 g/cm3
PSA 37.30000 LogP 1.59480
Solubility Slightly soluble in water Melting Point 3-6 °C(lit.)
Formula C8H8O2 Boiling Point 218.4 °C at 760 mmHg
Molecular Weight 136.15 Flash Point 87.5 °C
Transport Information N/A Appearance Light yellow liquid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 118-93-4 (2'-Hydroxyacetophenone) Hazard Symbols IrritantXi
Synonyms

Acetophenone,2'-hydroxy- (8CI);Acetophenone, o-hydroxy- (3CI);1-(2-Hydroxyphenyl)ethanone;1-(6-Hydroxyphenyl)ethanone;2-Acetylphenol;2-Hydroxyphenyl methyl ketone;2-Hydroxyphenylethanone;2'-Hydroxyacetophenone;Methyl 2-hydroxyphenyl ketone;NSC 16933;NSC 44452;NSC 83568;NSC 9263;o-Acetylphenol;o-Hydroxyacetophenone;o-Hydroxyhypnone;o-Hydroxyphenyl methyl ketone;

Article Data 314

2'-Hydroxyacetophenone Synthetic route

64042-56-4

O-Ethoxycarbonyl-o-acetylphenol

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol for 0.5h; Quantum yield; Heating; buffer: deoxygen. acetic acid;100%
70538-46-4

1-(2-((3-methylbut-2-en-1-yl)oxy)phenyl)ethanone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With titanium tetrachloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 0.5h; deprenylation;100%
4940-39-0

acide chromone carboxylique-2

107-15-3

ethylenediamine

A

118-93-4

o-hydroxyacetophenone

B

89221-22-7

5-(o-hydroxyphenyl)-2,3-dihydro-1,4-diazepine-7-carboxylic acid

Conditions
ConditionsYield
In pyridine; methanol at 50℃; for 408h;A n/a
B 99.1%
7250-94-4

o-acetoxyacetophenone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation;99%
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry;98%
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry;93%
With sodium perborate In methanol at 25℃; for 0.25h;82%
2142-67-8

1-(2-ethoxyphenyl)ethanone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere;99%
204703-70-8

1-(2-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation;98%
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry;95%
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry;93%

4CH3(1-)*Zn(2+)*Li(1+)

69-72-7

salicylic acid

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: 4CH3(1-)*Zn(2+)*Li(1+); salicylic acid In tetrahydrofuran; diethyl ether; hexane at 20℃; Schlenk technique; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran; diethyl ether; hexane at 20℃; Solvent; Schlenk technique; Inert atmosphere; chemoselective reaction;
97%
6515-18-0

1-[2-(methoxymethoxy)phenyl]ethanone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation;97%
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry;92%
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry;90%
579-74-8

2-Methoxyacetophenone

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;96%
With hydrogen iodide at 25℃; for 24h; Inert atmosphere;89%
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation;85%
87804-23-7, 62019-23-2

2-(1-hydroxyethyl)phenol

118-93-4

o-hydroxyacetophenone

Conditions
ConditionsYield
With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h;96%
With dihydrogen peroxide In water; acetonitrile at 25℃; for 1.25h;95%
With manganese(III) Schiff-base; dihydrogen peroxide at 20℃; for 4.5h;93%

2'-Hydroxyacetophenone Consensus Reports

Reported in EPA TSCA Inventory.

2'-Hydroxyacetophenone Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

2'-Hydroxyacetophenone Specification

The o-Hydroxyacetophenone with the cas number 118-93-4, is also called (1) 1-(2-Hydroxyphenyl)ethanone ; (2) 2'-Hydroxyacetophenone ; (3) 2-Acetylphenol ; (4) 2-Hydroxyphenyl methyl ketone ; (5) Acetophenone, 2'-hydroxy- ; (6) Acetophenone, o-hydroxy- ; (7) Ethanone, 1-(2-hydroxyphenyl)- ; (8) Methyl 2-hydroxyphenyl ketone ; (9) o-Acetylphenol ; (10) o-Hydroxyacetophenone ; (11) o-Hydroxyphenyl methyl ketone so on. O-Hydroxyacetophenone belongs to the following product categories: (1)Acetophenone Series; (2)Aromatic Acetophenones & Derivatives (substituted)

Properties of o-Hydroxyacetophenone are: (1)#H bond acceptors: 2 ; (2)#H bond donors: 1 ; (3)#Freely Rotating Bonds: 2 ; (4)Polar Surface Area: 37.3 ?2 ; (5)Index of Refraction: 1.552 ; (6) Molar Refractivity: 38.16 cm3 ; (7)Molar Volume: 119.3 cm3 ; (8)Polarizability: 15.12 10-24cm3 ; (9)Surface Tension: 43.9 dyne/cm ; (10)Density: 1.14 g/cm3 ; (11)Flash Point: 87.5 °C ; (12)Enthalpy of Vaporization: 47.33 kJ/mol ; (13)Boiling Point: 218.4 °C at 760 mmHg ; (14)Vapour Pressure: 0.0856 mmHg at 25°C. O-Hydroxyacetophenone seems like clear yellow to brown liquid, and slightly soluble in water.

The o-Hydroxyacetophenone is used for intermediates in synthesis pharmaceutical special intermediate of Propafenone. When you are using o-Hydroxyacetophenone, please be cautious about it. o-Hydroxyacetophenone is not only irritating to eyes, respiratory system but also to skin. In the process of using o-Hydroxyacetophenone, please wear suitable protective clothing and gloves to protect you from harm. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure :
1. SMILES:O=C(C)c1ccccc1O
2. InChI:InChI=1/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3

The o-Hydroxyacetophenone toxic data can be showed in the following sheet.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,

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